P62003

Sigma-Aldrich

2-Pyridinecarboxaldehyde

99%

Synonym(s):
Picolinaldehyde, Pyridine-2-aldehyde
Empirical Formula (Hill Notation):
C6H5NO
CAS Number:
Molecular Weight:
107.11
Beilstein/REAXYS Number:
105341
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

refractive index

n20/D 1.536 (lit.)

bp

181 °C (lit.)

density

1.126 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

[H]C(=O)c1ccccn1

InChI

1S/C6H5NO/c8-5-6-3-1-2-4-7-6/h1-5H

InChI key

CSDSSGBPEUDDEE-UHFFFAOYSA-N

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Application

2-Pyridinecarboxaldehyde has been used:
  • To synthesize chitosan based bifunctionalized adsorbent.
  • In the aldol addition reaction with pyruvate in the presence of 2-keto-3-deoxy-6-phosphogluconate aldolase (KDPG) catalyst to form (S)-4-hydroxy-2-keto-4-(2′-pyridyl)butyrate.
  • In the condensation reaction with (S)-(−)-α-methylbenzylamine and (R)-(+)-α-methylbenzylamine to synthesize two chiral (S)-(−)- and (R)-(+)Schiff base compounds.

It can also be combined with thiosemicarbazide to form 2-pyridinecarboxaldehyde thiosemicarbazone ligand (L) which can further complex with Ni(II) and Cu(II) salts (MX) to form [M(L)2X2] complexes.

Packaging

25, 100, 500 g in glass bottle

Pictograms

CorrosionSkull and crossbones

Signal Word

Danger

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 2810 6.1 / PGII

WGK Germany

WGK 2

Flash Point(F)

170.6 °F

Flash Point(C)

77 °C

Bacterial biodegradability of inhibitors of chiral imine type corrosion and catabolic prediction
Bautista Garcia JE, et al.
REVISTA INTERNACIONAL DE CONTAMINACION AMBIENTAL, 31(4), 415-426 (2015)
Lukas K Filak et al.
Organometallics, 32(3), 903-914 (2013-02-23)
Six novel ruthenium(II)- and osmium(II)-arene complexes with three modified indolo[3,2-c]quinolines have been synthesized in situ starting from 2-aminoindoloquinolines and 2-pyridinecarboxaldehyde in the presence of [M(p-cymene)Cl(2)](2) (M = Ru, Os) in ethanol. All complexes have been characterized by elemental analysis, spectroscopic...
Olga Yu Vassilyeva et al.
Dalton transactions (Cambridge, England : 2003), 48(30), 11278-11284 (2019-07-04)
The novel organic-inorganic hybrid salt [L]2[CoCl4] (1) and molecular complex [CoLCl3] (2), where L+ is 2-methyl-3-(pyridin-2-yl)imidazo[1,5-a]pyridinium cation, feature simple {CoCl4} and {CoCl3N} tetrahedral environments of negligible (1) and a slightly higher distortion (2) that are responsible for rather low positive...
Elena A Buvaylo et al.
Dalton transactions (Cambridge, England : 2003), 44(30), 13735-13744 (2015-07-08)
Two novel compounds, the organic-inorganic hybrid [L](2)[ZnCl(4)] (1) and the coordination complex LZnCl(3) (2), where L is the 2-methyl-3-(pyridin-2-yl)imidazo[1,5-a]pyridinium cation, were prepared using the oxidative condensation-cyclization of 2-pyridinecarbaldehyde and CH(3)NH(2)·HCl in methanol in the presence of Zn(2+) cations. The metal-free...
Spectroscopic and biological approach of Ni (II) and Cu (II) complexes of 2-pyridinecarboxaldehyde thiosemicarbazone
Chandra S, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 69(3), 816-821 (2008)

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